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WO2006015684A3 - Method for the production of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanitrile - Google Patents

Method for the production of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanitrile Download PDF

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Publication number
WO2006015684A3
WO2006015684A3 PCT/EP2005/007666 EP2005007666W WO2006015684A3 WO 2006015684 A3 WO2006015684 A3 WO 2006015684A3 EP 2005007666 W EP2005007666 W EP 2005007666W WO 2006015684 A3 WO2006015684 A3 WO 2006015684A3
Authority
WO
WIPO (PCT)
Prior art keywords
methylthio
propanal
butanitrile
hydroxy
production
Prior art date
Application number
PCT/EP2005/007666
Other languages
German (de)
French (fr)
Other versions
WO2006015684A2 (en
Inventor
Frank Duebner
Christoph Weckbecker
Original Assignee
Degussa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Degussa filed Critical Degussa
Priority to ES05775924.3T priority Critical patent/ES2560447T3/en
Priority to EP05775924.3A priority patent/EP1778631B1/en
Priority to BRPI0513072-7A priority patent/BRPI0513072A/en
Priority to JP2007524209A priority patent/JP4773441B2/en
Priority to CA002573047A priority patent/CA2573047A1/en
Priority to CN2005800265919A priority patent/CN101031542B/en
Priority to MX2007000345A priority patent/MX2007000345A/en
Publication of WO2006015684A2 publication Critical patent/WO2006015684A2/en
Publication of WO2006015684A3 publication Critical patent/WO2006015684A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

The invention relates to a method for the production of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanitrile by catalysed addition of methylmercaptan to acrolein and hydrogen cyanide to 3-(methylthio)propanal.
PCT/EP2005/007666 2004-08-05 2005-07-14 Method for the production of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanitrile WO2006015684A2 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
ES05775924.3T ES2560447T3 (en) 2004-08-05 2005-07-14 Procedure for obtaining 3- (methylthio) propanal and 2-hydroxy-4- (methylthio) butanonitrile
EP05775924.3A EP1778631B1 (en) 2004-08-05 2005-07-14 Method for the production of 3-(methylthio)propanol and 2-hydroxy-4-(methylthio)butanitrile
BRPI0513072-7A BRPI0513072A (en) 2004-08-05 2005-07-14 3- (methylthio) propanal production method
JP2007524209A JP4773441B2 (en) 2004-08-05 2005-07-14 Method for producing 3- (methylthio) propanal
CA002573047A CA2573047A1 (en) 2004-08-05 2005-07-14 Method for the production of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanitrile
CN2005800265919A CN101031542B (en) 2004-08-05 2005-07-14 Method for the production of 3-(methylthio) propanol and 2-hydroxy-4-(methylthio) butanitrile
MX2007000345A MX2007000345A (en) 2004-08-05 2005-07-14 Method for the production of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanitrile.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004038053A DE102004038053A1 (en) 2004-08-05 2004-08-05 Process for the preparation of 3- (methylthio) propanal
DE102004038053.8 2004-08-05

Publications (2)

Publication Number Publication Date
WO2006015684A2 WO2006015684A2 (en) 2006-02-16
WO2006015684A3 true WO2006015684A3 (en) 2006-08-03

Family

ID=35149290

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2005/007666 WO2006015684A2 (en) 2004-08-05 2005-07-14 Method for the production of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanitrile

Country Status (11)

Country Link
US (1) US7119233B2 (en)
EP (2) EP2987785B1 (en)
JP (2) JP4773441B2 (en)
CN (2) CN101031542B (en)
BR (1) BRPI0513072A (en)
CA (1) CA2573047A1 (en)
DE (1) DE102004038053A1 (en)
ES (2) ES2667220T3 (en)
MX (1) MX2007000345A (en)
RU (1) RU2383531C2 (en)
WO (1) WO2006015684A2 (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005003990A1 (en) * 2005-01-28 2006-08-03 Degussa Ag Preparation of 3-(alkylthio)propanal comprises reaction of glycerin or compounds obtained from glycerin, with a sulfur compound or compounds obtained from sulfur compound in the presence of a catalyst
JP5182198B2 (en) * 2009-04-06 2013-04-10 住友化学株式会社 Method for producing 3-methylthiopropanal
JP5402864B2 (en) * 2010-07-20 2014-01-29 住友化学株式会社 Method for producing 3-methylthiopropanal
FR2966456B1 (en) * 2010-10-26 2013-03-15 Adisseo France Sas PROCESS FOR OBTAINING ACROLEIN BY CATALYTIC DEHYDRATION OF GLYCEROL OR GLYCERIN
EP2468383A1 (en) * 2010-12-22 2012-06-27 Evonik Degussa GmbH Method for thermal post-combustion of waste gases from the production of acrylic acid and prussic acid
WO2012113664A1 (en) * 2011-02-23 2012-08-30 Evonik Degussa Gmbh Method for producing 2-hydroxy-4-(methylthio)butanenitrile from 3-(methylthio)propanal and hydrogen cyanide
SG192908A1 (en) 2011-02-23 2013-09-30 Evonik Degussa Gmbh Storage-stable 2-hydroxy-4-(methylthio) butyric acid nitrile
CN105452210B (en) 2013-06-03 2018-11-20 赢创德固赛有限公司 The method for preparing methacrylaldehyde
CN107417570B (en) * 2017-09-14 2020-04-14 哈尔滨理工大学 Method for preparing α -hydroxynitrile by using acetone cyanohydrin
CN111116437B (en) 2018-11-01 2021-02-05 山东新和成氨基酸有限公司 Method and apparatus for producing 2-hydroxy-4-methylthiobutyric acid and intermediate thereof
CN109651215B (en) * 2019-02-14 2023-12-22 天宝动物营养科技股份有限公司 Continuous preparation process and device of 2-hydroxy-4-methylthiobutyronitrile

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5705675A (en) * 1995-06-07 1998-01-06 Novus International, Inc. Processes for the preparation of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile
WO2003009936A2 (en) * 2001-07-23 2003-02-06 Andrew Bruce Holmes Palladium-catalysed carbon-carbon bond forming reactions in compressed carbon dioxide

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2542768A (en) * 1945-10-24 1951-02-20 Du Pont Hydroxy-methylmercaptobutyronitrile
DE2320544C2 (en) 1973-04-21 1975-06-05 Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt Process for the preparation of 3-methyl mercaptopropionaldehyde
FR2314917A1 (en) 1975-06-20 1977-01-14 Rhone Poulenc Ind MANUFACTURING PROCESS OF BETA-METHYLTHIOPROPIONIC ALDEHYDE
DE2623285C3 (en) 1976-05-25 1980-10-02 Gebrueder Grau Und Co Kg Chem. Fabrik, 7070 Schwaebisch Gmuend Fragrance composition
FR2460925A1 (en) 1979-07-10 1981-01-30 Rhone Poulenc Ind PROCESS FOR THE DIRECT PREPARATION OF BETA-METHYLTHIOPROPIONIC ALDEHYDE
FR2480925A1 (en) 1980-04-22 1981-10-23 Electricite De France Heat exchanger, esp. for nuclear reactors - where one fluid flows through tube modules which can be isolated by valves or easily replaced
US4440676A (en) 1981-12-24 1984-04-03 The British Petroleum Company P.L.C. Process for the production of a dipeptide, a polypeptide or a protein
JP3219544B2 (en) * 1992-05-21 2001-10-15 ダイセル化学工業株式会社 Method for producing 2-hydroxy-4-methylthiobutanoic acid
US5352837A (en) 1993-06-08 1994-10-04 Novus International, Inc. Process for the preparation of 3-(methylthio)propanal
US5905171A (en) * 1995-06-22 1999-05-18 Novus International, Inc. Process for the preparation of 3-(methylthio)propanal
AR002174A1 (en) * 1995-06-07 1998-01-07 Novus Int Inc PROCESS FOR THE PREPARATION OF 3- (METHYLTI) PROPANAL AND 2-HYDROXY-4-METHYL) BUTANONITRILE
MXPA98008036A (en) * 1996-04-01 2004-10-14 Union Carbide Chem Plastic Processes for the manufacture of methylmercaptopropanal.
JP4517486B2 (en) * 2000-09-25 2010-08-04 住友化学株式会社 Process for producing 2-hydroxy-4-methylthiobutanenitrile
JP4186572B2 (en) * 2002-09-27 2008-11-26 住友化学株式会社 Method for producing 3-methylthiopropanal

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5705675A (en) * 1995-06-07 1998-01-06 Novus International, Inc. Processes for the preparation of 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile
WO2003009936A2 (en) * 2001-07-23 2003-02-06 Andrew Bruce Holmes Palladium-catalysed carbon-carbon bond forming reactions in compressed carbon dioxide

Also Published As

Publication number Publication date
RU2007108071A (en) 2008-09-20
ES2667220T3 (en) 2018-05-10
DE102004038053A1 (en) 2006-04-27
EP2987785A1 (en) 2016-02-24
CN101812004B (en) 2012-09-19
CA2573047A1 (en) 2006-02-16
CN101812004A (en) 2010-08-25
EP1778631A2 (en) 2007-05-02
MX2007000345A (en) 2007-03-07
JP4773441B2 (en) 2011-09-14
EP1778631B1 (en) 2015-11-18
ES2560447T3 (en) 2016-02-19
BRPI0513072A (en) 2008-04-22
US7119233B2 (en) 2006-10-10
WO2006015684A2 (en) 2006-02-16
CN101031542B (en) 2010-05-12
JP2008508330A (en) 2008-03-21
US20060030739A1 (en) 2006-02-09
EP2987785B1 (en) 2018-03-14
CN101031542A (en) 2007-09-05
JP5306402B2 (en) 2013-10-02
RU2383531C2 (en) 2010-03-10
JP2011132256A (en) 2011-07-07

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